Trail Running calendar near Brentwood 2025-2026

We have found 311 Trailruns within 80 miles of Brentwood. See below where and when you can find the races.

The Thames Trail Ultra is a challenging 47-mile point-to-point ultra-marathon along England’s longest river, the Thames. Starting near Iffley in Oxfordshire and finishing at the YMCA Y Centre in Henley-on-Thames, the course follows the Thames Path and Ridgeway National Trails. Runners experience a m..

UTMB Index

The Blackwater Marathon is an annual event held at Drapers Farm Sports Club in Heybridge, Essex. Celebrating its 25th edition in 2025, the marathon features a circular route on the north side of the River Blackwater estuary, combining cross country footpaths and seawall sections. Participants can ch..

The Thames Path Trail Run takes place at Windsor Racecourse, offering scenic routes along the picturesque Thames River with stunning views of the river and countryside. Participants can choose between two distances: 21km and 16km, both featuring gentle elevation gains (+66m and +50m respectively). T..

The Stort30 Ultra is a scenic 30-mile ultra marathon held on the border of Hertfordshire and Essex, starting and finishing at the Hockerill Sports and Social Club in Bishop's Stortford. The course follows a flat, out-and-back route along the River Stort and Lee navigation, featuring mostly grassy tr..

Pumpkin Plod is a timed running event held at Ferry Meadows, one of the largest country parks near Peterborough, UK. Participants run laps of a 5.3 km multi-terrain course featuring gravel footpaths and grassy areas through the forest. The event offers two options: a 6-hour or 4-hour challenge, wher..

The Irchester Spooktacular is a Halloween-themed night-time running event held at Irchester Country Park. It features two distances: a 5k race and a 2k Family Fun Run, both set on fully marked woodland trails and tracks. Participants are encouraged to wear fancy dress, with prizes awarded for the be..

The Plough and Harroween is a 5-mile night trail run held in Litlington, East Sussex, starting and finishing at The Plough & Harrow pub. The self-navigated course, run in reverse of the Friston Forest 5 route, traverses countryside terrain including forest, farm tracks, and downlands. Participants m..

November 2025

The Guided Run - Petersfield 10k will take place in Petersfield on Saturday 1 November 2025. You can run 10 kilometers.

The Brewery Trail Run is a 10km (6 miles) trail running event held in the scenic Chiltern Hills near Tring, just 40 minutes northwest of London. Suitable for all abilities, the course features some hills and offers a relaxed, guided experience with qualified run leaders. After the run, participants..

The Winter Warrior 50km Ultra is a trail ultramarathon held annually in early November, starting from Trowse, Norwich, and finishing in Diss, UK. The 50km course follows the well-marked Boudicca Way, passing through picturesque villages such as Caistor St. Edmund, Stoke Holy Cross, and Pulham Market..

The Fireworks 50 is a 50-mile running event hosted by Zig Zag Running at Wodson Park Sports and Leisure Centre in Ware, Hertfordshire. Now in its fourth year, this race is part of the Fireworks Festival of Running and offers runners a chance to set course records on a traffic-free 400m athletics tra..

The Chiltern Ridge Winter 50K is an autumn/winter trail ultra marathon held in the Chiltern Hills, starting and finishing at Berkhamsted Cricket Club. Covering 50 kilometers with over 800 meters of elevation, the race follows a specially designed looped course featuring scenic woodland trails, Berkh..

UTMB Index

The Catherine Wheel Canter, hosted by ZigZag Running at Wodson Park Sports Centre in Ware, Hertfordshire, is a unique track running event held as part of the Fireworks Festival of Running. Participants can choose from distances including 5k, 10k, half marathon, full marathon, 50k ultra, or a 6-hour..

The Wendover Woods Marathon, Half Marathon & 10k is a scenic autumn trail running event held in Wendover Woods, Buckinghamshire. The race features multi-terrain, hilly courses with significant climbs, making it a challenging yet rewarding experience for novices, seasoned runners, and marathoners see..

Tunnel Vision in Market Harborough is a unique 5-mile out-and-back running event featuring both a Night Run and a Dawn Run. The course includes a memorable passage through the 422-meter-long Oxendon Tunnel, an old railway tunnel that is pitch black but mood-lit for the race, requiring runners to use..

Enigma Fireworks is a running event taking place on November 7th and 8th, 2025, at Caldecotte Lake in Milton Keynes. The event features both a marathon and a half marathon on each day, with participants completing scenic laps around the lake. Runners can expect a supportive environment with race bri..

The The Druid's Challenge will take place in Tring on Friday 7 November 2025. You can run 86 miles.

UTMB Index

The South Downs Trail Run is a scenic off-road running event held in the South Downs National Park, starting from Goodwood Racecourse near Chichester, UK. Participants can choose from three distances: 21km, 19km, and 12km, catering to all abilities. The course features a mix of forest fire roads, br..

Freedom Racing - 5 Trails Ultra is a unique trail running event held at Westerlands, Graffham, near Petworth in the South Downs, UK. The main race is a stunning 50k ultra that links five long-distance trails into one scenic loop: the Serpent Trail, New Lipchis Way, West Sussex Literary Trail, Monarc..

UTMB Index

The Dirt Half Challenge is a popular, award-winning half marathon trail race held in Leighton Buzzard, Bedfordshire. The course features a scenic and challenging route that starts in the historic market town and includes an anti-clockwise lap of Tiddenfoot Waterside Park. Runners then follow the pic..